Posted by: Jack Henry | May 28, 2026

Editor’s Corner: Shoe Shop 2

Hello! Today I’m back with more shoes. There are so many! Last time I showed you a passel of shoes traditionally labeled “women’s.” Now I’m going to show you some of those usually referred to as “men’s.” A lot of the names are used for both (like Oxfords) and share some of the same design characteristics. As someone who wears both men and women’s shoes (I have a foot like a boat paddle), I don’t pass judgment on which you prefer.

Here is the “anatomy of a dress shoe” from a place called Bespoke Unit, at least that’s what the drawing says:

The descriptions in the following table have been cobbled together from AI and various web sites. The shoes are manufactured by elves during the wee hours of the night.

Brogues

A brogue is defined by decorative, perforated patterns (called "broguing") and serrated, saw-tooth edges along the leather seams. Originally designed as sturdy outdoor footwear in Scotland and Ireland, they are characterized by multi-piece construction and are categorized by their toe cap style.

Chelsea Boots

Chelsea boots are slip-on boots, often with elastic side panels, adding stretch to help you slip your foot in while maintaining the structure of the shoe. They’re ankle-high and close-fitting.

Derby

A Derby shoe, also known as a Gibson in the UK or a Blucher in the US, is defined by its open lacing system, meaning the shoelace eyelets are attached to leather panels (called quarters) sewn on top of the vamp, rather than underneath it.

Deserts

Footwear designed for use in arid environments, often characterized by their durability, comfort, and ability to withstand harsh conditions.

Loafers

Loafers are generally flat and easy to slip on because they don’t have buckles or laces. The upper part of a loafer often resembles a moccasin, wrapping around the foot and sometimes including decorative elements like tassels, saddle straps, or a penny slot.

[KC – I think the shoes above are Dime Loafers. The investment strategy for the future.]

Monk Straps

A monk strap shoe is a style of dress shoe secured by one or more buckles and straps instead of laces.

Oxford

A type of dress shoe characterized by a closed lacing system, where the shoelace eyelet tabs are attached under the vamp, giving it a sleek and formal appearance. This design contrasts with Derby shoes, which have eyelets attached above the vamp.

Sneakers

Sneakers, also known as athletic shoes or trainers (UK), are shoes designed for sports, exercise, and casual wear. They typically have rubber soles that provide flexibility and quiet movement, which is why the term "sneaker" originated, referring to the ability to "sneak" quietly while walking.

There are many other names, often associated with the sport they are used for.

[KC – I didn’t play tennis, but I always called them “tennis shoes,” pronounced “tenissues.”]

Topsiders

Also known as boat shoes, are a type of footwear specifically designed for use on boats and other wet surfaces.

[KC – Many of the dressier ones are brown, but in the ‘80s there were many colors. Mine were pink.]

Wingtips

Wingtip shoes are characterized by a toe cap that extends from the front center of the shoe and angles backward along both sides, forming a shape reminiscent of bird wings; often associated with brogue patterns.

Kara Church | Technical Editor, Advisory | KE – Documentation

Pronouns: she/her | Call via Teams | jackhenry.com

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